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ChemicalBook--->CAS DataBase List--->14080-50-3

14080-50-3

14080-50-3 Structure

14080-50-3 Structure
IdentificationBack Directory
[Name]

Thieno[2,3-d]pyrimidin-4(3H)one
[CAS]

14080-50-3
[Synonyms]

3,4-Dihyd
thieno[2,3-d]pyrimidin-4-ol
ieno[2,3-d]pyriMidin-4(3H)one
6-CHLORO-3-FLUORO-1H-INDAZOLE
3H-thieno[2,3-d]pyrimidin-4-one
3H-Thieno[2,3-d]pyrimidine-4-one
Thieno[2,3-d]pyrimidin-4(3H)-one
Thieno[2,3-d]pyrimidin-4(1H)-one
1H,4H-THIENO[2,3-D]PYRIMIDIN-4-ONE
3H-Thieno[2,3-d]pyrimidine-4-one
Thiopheno [2,3-d] pyrimidin-4 (3H) - one
3,4-Dihydro-4-oxothieno[2,3-d]pyrimidine
Thieno-[2, 3-d] pyrimidine-4 (3H) -ketone
Thieno[2,3-d]pyrimidin-4(1H)-one (9CI, ACI)
Thieno[2,3-d]pyrimidin-4(3H)one ISO 9001:2015 REACH
4-Hydroxythieno[2,3-d]pyrimidine, Thieno[2,3-d]pyrimidin-4(1H)-one
[Molecular Formula]

C6H4N2OS
[MDL Number]

MFCD00706456
[MOL File]

14080-50-3.mol
[Molecular Weight]

152.17
Chemical PropertiesBack Directory
[Melting point ]

262-265°C
[Boiling point ]

391.1±15.0 °C(Predicted)
[density ]

1.63±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

soluble in DMSO, Methanol
[form ]

powder to crystal
[pka]

10.84±0.20(Predicted)
[color ]

Light yellow to Brown
[InChI]

InChI=1S/C6H4N2OS/c9-5-4-1-2-10-6(4)8-3-7-5/h1-3H,(H,7,8,9)
[InChIKey]

JEDVKUHCDPPWNR-UHFFFAOYSA-N
[SMILES]

C1=NC(=O)C2C=CSC=2N1
[CAS DataBase Reference]

14080-50-3
Safety DataBack Directory
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

22
[WGK Germany ]

3
[HS Code ]

2934999090
Hazard InformationBack Directory
[Chemical Properties]

Brown Solid
[Uses]

4-Hydroxythieno[2,3-d]pyrimidine (cas# 14080-50-3) is a compound useful in organic synthesis.
[Synthesis]

Methyl 2-aminothiophene-3-carboxylate

4651-81-4

formamide

77287-34-4

Thieno[2,3-d]pyrimidin-4(3H)one

14080-50-3

Thieno[2,3-d]pyrimidin-4(3H)-one was synthesized from methyl 2-aminothiophene-3-carboxylate (3.0 g, 19.1 mmol) and formamide (95 ml) by heating and reacting at 190 °C for 4 hours. After completion of the reaction, the mixture was cooled to room temperature and poured into water. The precipitate was collected by filtration, washed with water and dried. The crude product was purified by silica gel column chromatography (eluent: CH2Cl2/MeOH = 50:1) to afford the target compound thieno[2,3-d]pyrimidin-4(3H)-one as a white solid (1.93 g, 66% yield). The structure of the product was confirmed by 1H NMR (300 MHz, DMSO, 25 °C) and HRMS: 1H NMR δ= 12.49 (s, 1H, NH), 8.13 (s, 1H, CH), 7.58 (d, J = 5.8 Hz, 1H, CH), 7.39 (d, J = 5.8 Hz, 1H, CH) ppm; HRMS (calculated) C6H5N2OS: 153.01226, measured value: 153.01155).

[References]

[1] Patent: US2012/46278, 2012, A1. Location in patent: Page/Page column 81
[2] Patent: US2013/190297, 2013, A1. Location in patent: Paragraph 1205; 1206; 1207
[3] Patent: US2014/88088, 2014, A1. Location in patent: Paragraph 1220-1222
[4] Patent: CN107573386, 2018, A. Location in patent: Paragraph 0048-0050
[5] Tetrahedron, 2012, vol. 68, # 45, p. 9226 - 9233
Spectrum DetailBack Directory
[Spectrum Detail]

Thieno[2,3-d]pyrimidin-4(3H)one(14080-50-3)1HNMR
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